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CS-W001157 4
Total: USD 88.00

4-(Methylsulfonyl)aniline

  • CAS No. 5470-49-5

  • Cat. No. CS-W005110
  • Purity≥98%
  • MDL No.MFCD00025353

*For research and further manufacturing use only, not for direct human use.

4-(Methylsulfonyl)aniline|CS-W005110

Structure of 5470-49-5

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General Information

  • CAS No. 5470-49-5
  • Cat. No. CS-W005110
  • Purity ≥98%
  • MDL No. MFCD00025353
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂S
  • Molecular Weight 171.22
  • Synonym(s) 4-Methylsulfonylaniline
  • SMILES NC1=CC=C(S(=O)(C)=O)C=C1

Description

4-(Methylsulfonyl)aniline features a sulfonyl group that enhances solubility and metabolic stability, while the para-aniline functionality enables direct coupling in amide bond formation. This bench-stable derivative serves as a key intermediate in pharmaceutical synthesis and materials chemistry.

Application

4-(Methylsulfonyl)aniline serves as a versatile building block in medicinal chemistry, enabling the introduction of a polar, metabolically stable sulfone group at the para position of an aromatic amine. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of pharmaceutical intermediates and functionalized heterocycles. The molecule functions effectively as a precursor in amide formation, Suzuki-Miyaura coupling, and electrophilic substitution processes.

Synthesis

  • Route1
    • 1-(Methylsulfonyl)-4-nitrobenzene|CS-0207061
      2976-30-9
    • ~89%
    • In-stock
      4-(Methylsulfonyl)aniline|CS-W005110
      5470-49-5

    References

    • Jilek; Holubek; Svatek; et al. Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 2 p. 519 - 537
  • Route2

    References

    • Chakravarthy, Rajan Deepan; Ramkumar, Venkatachalam; Chand, Dillip Kumar Green Chemistry, 2014 , vol. 16, # 4 p. 2190 - 2196
  • Route3

    References

    • Ulman, Abraham; Willand, Craig S.; Koehler, Werner; Robello, Douglas R.; Williams, David J.; Handley, Laura Journal of the American Chemical Society, 1990 , vol. 112, # 20 p. 7083 - 7090

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   0.6723
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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